Tag: 149.1467

A Facile C-H Insertion Strategy using Combination of HFIP and Isocyanides: Metal-Free Access to Azole Derivatives was written by Gujjarappa, Raghuram;Vodnala, Nagaraju;Reddy, Velma Ganga;Malakar, Chandi C.. And the article was included in Asian Journal of Organic Chemistry in 2020.Formula: C8H7NO2 This article mentions the following:

An efficient metal-free approach has been devised towards the synthesis of azoles via C-H insertion protocol. Various isocyanides were examined as effective C1-synthons. The HFIP plays crucial role as hydrogen source and promoter of the reaction in order to reveal the maximum efficacies to accomplish the transformation in high yields of the products with excellent functional group tolerance. The control experiment affirmed 83% of deuterium incorporation, when the reaction was performed using HFIP-d₂. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Formula: C8H7NO2).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.Formula: C8H7NO2

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Catalytic Direct C2-Alkenylation of Oxazoles at Parts per Million Levels of Palladium/PhMezole-Phos Complex was written by Fu, Wai Chung;Wu, Yong;So, Chau Ming;Wong, Shun Man;Lei, Aiwen;Kwong, Fuk Yee. And the article was included in Organic Letters in 2016.COA of Formula: C8H7NO2 This article mentions the following:

General direct C2-alkenylation of oxazoles is reported using alkenyl tosylates at ppm levels of palladium catalyst. From a series of ligands screened, PhMezole-Phos emerged as the promising ligand candidate to facilitate this reaction. Significantly, the method is scalable and exhibits excellent substrate tolerance. Highly sterically hindered substrates and small vinyl tosylate can be coupled successfully. Moreover, our method enables a rapid diversification of oxazole-based C^N ligands which can be readily derived into new group 9 organometallic compounds In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3COA of Formula: C8H7NO2).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.COA of Formula: C8H7NO2

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Rh(I)-Bisphosphine-Catalyzed Asymmetric, Intermolecular Hydroheteroarylation of α-Substituted Acrylate Derivatives was written by Filloux, Claire M.;Rovis, Tomislav. And the article was included in Journal of the American Chemical Society in 2015.SDS of cas: 132227-03-3 This article mentions the following:

Asym. hydroheteroarylation of alkenes represents a convenient entry to elaborated heterocyclic motifs. While chiral acids are known to mediate asym. addition of electron-rich heteroarenes to Michael acceptors, very few methods exploit transition metals to catalyze alkylation of heterocycles with olefins via a C-H activation, migratory insertion sequence. Herein, we describe the development of an asym., intermol. hydroheteroarylation reaction of α-substituted acrylates with benzoxazoles. The reaction provides 2-substituted benzoxazoles in moderate to excellent yields and good to excellent enantioselectivities [e.g., 4-methylbenzoxazole + Et methacrylate → I (88% yield, 94% ee)]. Notably, a series of mechanistic studies appears to contradict a pathway involving enantioselective protonation of a Rh(I)-enolate, despite the fact that such a mechanism is invoked almost unanimously in the related addition of aryl boronic acids to methacrylate derivatives Evidence suggests instead that migratory insertion or beta-hydride elimination is enantiodetermining and that isomerization of a Rh(I)-enolate to a Rh(I)-heterobenzyl species insulates the resultant α-stereocenter from epimerization. A bulky ligand, CTH-(R)-Xylyl-P-Phos, is crucial for reactivity and enantioselectivity, as it likely discourages undesired ligation of benzoxazole substrates or intermediates to on- or off-cycle rhodium complexes and attenuates coordination-promoted product epimerization. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3SDS of cas: 132227-03-3).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazole nucleus is one of the most important heterocyclic compounds exhibiting remarkable pharmacological activities. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.SDS of cas: 132227-03-3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Copper-Catalyzed Enantioconvergent Cross-Coupling of Racemic Alkyl Bromides with Azole C(sp²)-H Bonds was written by Su, Xiao-Long;Ye, Liu;Chen, Ji-Jun;Liu, Xiao-Dong;Jiang, Sheng-Peng;Wang, Fu-Li;Liu, Lin;Yang, Chang-Jiang;Chang, Xiao-Yong;Li, Zhong-Liang;Gu, Qiang-Shuai;Liu, Xin-Yuan. And the article was included in Angewandte Chemie, International Edition in 2021.Quality Control of 5-Methoxybenzo[d]oxazole This article mentions the following:

The development of enantioconvergent cross-coupling of racemic alkyl halides directly with heteroarene C(sp²)-H bonds has been impeded by the use of a base at elevated temperature that leads to racemization. We herein report a copper(I)/cinchona-alkaloid-derived N,N,P-ligand catalytic system that enables oxidative addition with racemic alkyl bromides under mild conditions. Thus, coupling with azole C(sp²)-H bonds has been achieved in high enantioselectivity, affording a number of potentially useful α-chiral alkylated azoles, such as 1,3,4-oxadiazoles, oxazoles, and benzo[d]oxazoles as well as 1,3,4-triazoles, for drug discovery. Mechanistic experiments indicated facile deprotonation of an azole C(sp²)-H bond and the involvement of alkyl radical species under the reaction conditions. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Quality Control of 5-Methoxybenzo[d]oxazole).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Quality Control of 5-Methoxybenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

User-Friendly [(Diglyme)NiBr₂]-Catalyzed Direct Alkylations of Heteroarenes with Unactivated Alkyl Halides through C-H Bond Cleavages was written by Ackermann, Lutz;Punji, Benudhar;Song, Weifeng. And the article was included in Advanced Synthesis & Catalysis in 2011.Computed Properties of C8H7NO2 This article mentions the following:

A nitrogen and phosphorus ligand-free catalytic system derived from inexpensive [(diglyme)NiBr₂] allowed for efficient direct C-H bond alkylations of heteroarenes (benzoxazoles and benzothiazole) with unactivated β-hydrogen-containing alkyl halides under basic reaction conditions. Mechanistic studies suggested a radical intermediate in the catalytic cycle. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Computed Properties of C8H7NO2).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.Computed Properties of C8H7NO2

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

(N-heterocyclic carbene)PdCl(N-heterocyclic carboxylate) complexes: Synthesis and catalytic activities towards arylation of benzoxazoles with aryl halides was written by Yang, Jin. And the article was included in Applied Organometallic Chemistry in 2018.SDS of cas: 132227-03-3 This article mentions the following:

A series of N-heterocyclic carboxylate-stabilized N-heterocyclic carbene palladium complexes has been synthesized and fully characterized. The solid-state structures indicate that each of the palladium centers is coordinated by an N-heterocyclic carbene, a chloride and a bidentate N,O-donor N-heterocyclic carboxylate ligand. The catalytic performance of the complexes was screened and the results revealed that the complexes exhibit moderate to high catalytic activities for the direct C-H bond arylation of benzoxazoles with aryl bromides. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3SDS of cas: 132227-03-3).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.SDS of cas: 132227-03-3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

TEMPO-Mediated C-H Amination of Benzoxazoles with N-Heterocycles was written by Wang, Jian;Li, Jiang-Hua;Guo, Yidong;Dong, Hongbo;Liu, Qiang;Yu, Xiao-Qi. And the article was included in Journal of Organic Chemistry in 2020.Related Products of 132227-03-3 This article mentions the following:

The direct amination of benzoxazoles at C2 using N-heterocycles as nitrogen sources has been developed for the first time. Several kinds of inexpensive oxidants and also electricity were effective for this transformation in the presence of 2,2,6,6-tetramethylpiperidine-N-oxyl. This metal-free and operationally simple reaction can afford a variety of important C,N’-linked bis-heterocycles in moderate to good yields under very mild reaction conditions. The in situ generated oxoammonium salt was proved to be important for this transformation. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Related Products of 132227-03-3).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.Related Products of 132227-03-3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Nickel-Catalyzed Intermolecular Enantioselective Heteroaromatic C-H Alkylation was written by Chen, Mo;Montgomery, John. And the article was included in ACS Catalysis in 2022.Safety of 5-Methoxybenzo[d]oxazole This article mentions the following:

Herein, an approach involving nickel-catalyzed intermol. enantioselective C-H alkylation of heteroarenes, such as benzoxazoles, benzofurans, benzimidazoles, etc., with norbornene is presented. The process can be carried out under mild conditions using nickel(0) catalysts with N-heterocyclic carbene (NHC) ligands in the absence of Lewis acid co-catalysts. A series of NHC nickel complexes stabilized with 1,5-hexadiene was synthesized via an operationally simple approach, resulting in improved functional group tolerance and heteroarene scope. Mechanistic investigations are consistent with a ligand-to-ligand hydrogen transfer (LLHT) pathway where the C-H bond activation precedes a rate-determining reductive elimination step. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Safety of 5-Methoxybenzo[d]oxazole).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Safety of 5-Methoxybenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes was written by Liu, Can;Wang, Zhiming;Wang, Lei;Li, Pinhua;Zhang, Yicheng. And the article was included in Organic & Biomolecular Chemistry in 2019.Safety of 5-Methoxybenzo[d]oxazole This article mentions the following:

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed for the synthesis of aryl azoles, e.g., I. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles and oxazolines reacted with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields and various substitution patterns were tolerated toward the reaction. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Safety of 5-Methoxybenzo[d]oxazole).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Being a heterocyclic compound, benzoxazole finds use in research as a starting material for the synthesis of larger, usually bioactive structures. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antiparkinson, inhibition of hepatitis C virus, 5-HT3 antagonistic effect.Safety of 5-Methoxybenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Copper-catalyzed direct thiolation of azoles with aliphatic thiols was written by Zhou, An-Xi;Liu, Xue-Yuan;Yang, Ke;Zhao, Shu-Chun;Liang, Yong-Min. And the article was included in Organic & Biomolecular Chemistry in 2011.Reference of 132227-03-3 This article mentions the following:

Cu(ii)-catalyzed direct thiolation of azoles with thiols is described via intermol. C-S bond formation/C-H functionalization under oxidative conditions. Both aryl thiols and aliphatic thiols are used as coupling partners, and furnished the thiolation products in moderate to good yields. The reaction is compatible with a wide range of heterocycles including oxazole, thiazole, imidazole and oxadiazole. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Reference of 132227-03-3).

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. The wide range in therapeutic potential of benzoxazole derivatives is related to the favourable interactions of the benzoxazole moiety with different protein targets.Reference of 132227-03-3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem